I rode a lot in my 20's. Then I stopped, and gained weight. I started again in 2010, after a 10 year break. So we'll use that.

First ride back in the saddle. 1 mile? Something like that. Threw up afterwords. Not good.
Longest single day ride? 270 miles. (Head on over to the Long Distance forum. We've got folks with "large fuel tanks")